X0508 4 2025-12-19 0001290677 Turning Point Brands, Inc. TPB 0001616437 Glazek David Edward 5201 INTERCHANGE WAY LOUISVILLE KY 40229 1 1 Executive Chairman 0 Common Stock 2025-12-19 4 M 0 30000 20.71 A 157083 D Common Stock 2025-12-19 4 S 0 30000 110.26 D 127083 D Options 27.1900 2034-03-11 Common Stock 54289 54289 D Options 20.71 2025-12-19 4 M 0 30000 20.71 D 2033-05-12 Common Stock 77519 47519 D Forward contract 2025-12-19 4 J 0 78000 A Common Stock 78000 78000 D The reported transaction involved the reporting person's exercise of 30,000 options granted under 2021 Equity Incentive Plan. The total reported in Column 5 includes 35,956 restricted stock units and 91,127 shares of common stock. The reported transaction involves the sale of 30,000 shares of common stock received upon exercise of the options described in footnote 1. Options granted under the Turning Point Brands, Inc. 2021 Equity Incentive Plan. On December 19, 2025, the reporting person revised a previously disclosed financing transaction with an unaffiliated dealer dated June 4, 2025 that had the effect of canceling the transaction initially contemplated by the contract and commencing a new transaction to reflect the current stock price and extend the duration of the contract. Under the revised financing the reporting person receives a gross amount of approximately $7.0 million and continues to pledge up to 78,000 shares of the issuer's common stock (the "Pledged Shares"). On the revised maturity date of December 19, 2027 the reporting person is obligated to repay the lender in cash or at the reporting person's election to deliver up to 78,000 shares of the Issuer's common stock at a price per share ranging from $105.33 to $126.39 based on the then prevailing market price. The reporting person retains beneficial ownership of the Pledged Shares, including dividend and voting rights. The revised financing transaction was completed at a price per share of $110.87. /s/ David Glazek 2025-12-23